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EP2591032B1 - Agent de revêtement polyuréthane - Google Patents

Agent de revêtement polyuréthane Download PDF

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Publication number
EP2591032B1
EP2591032B1 EP10734678.5A EP10734678A EP2591032B1 EP 2591032 B1 EP2591032 B1 EP 2591032B1 EP 10734678 A EP10734678 A EP 10734678A EP 2591032 B1 EP2591032 B1 EP 2591032B1
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Prior art keywords
component
formula
compound
reaction
set according
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EP10734678.5A
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German (de)
English (en)
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EP2591032A1 (fr
Inventor
Holger Blum
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/08—Processes
    • C08G18/16—Catalysts
    • C08G18/22—Catalysts containing metal compounds
    • C08G18/222—Catalysts containing metal compounds metal compounds not provided for in groups C08G18/225 - C08G18/26
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3215—Polyhydroxy compounds containing aromatic groups or benzoquinone groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/48—Polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/40—High-molecular-weight compounds
    • C08G18/58—Epoxy resins
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/01—Use of inorganic substances as compounding ingredients characterized by their specific function
    • C08K3/013—Fillers, pigments or reinforcing additives
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/10—Esters; Ether-esters
    • C08K5/101—Esters; Ether-esters of monocarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04—Polyurethanes
    • C09D175/08—Polyurethanes from polyethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/0091—Complexes with metal-heteroatom-bonds

Definitions

  • the invention relates to a set of components for the preparation of a polyurethane coating agent, a process for the preparation of a polyurethane coating agent and the use of the set of components for the preparation of a polyurethane coating agent.
  • the WO 2010/057824 A1 discloses a polyurethane coating which has a long dripping time as well as a short drying time.
  • the coating composition prepared comprises Lupranol 1301, Basonat HI100, a titanium compound as a catalyst and N-methyl acetate.
  • the catalyst is thereby produced by a reaction by isopropyl ethane and oleic acid, and immediately before the use of the coating agent, the catalyst is mixed together with the other components, which may also contain inorganic fillers.
  • the solvent mentioned is 1-methoxypropyl-2-acetate or N-methyl acetate.
  • inventive set of components for the preparation of a polyurethane coating composition in the manner specified in claim 1, the inventive method in the manner specified in claim 14 and the application of the components in the manner specified in claim 16 are formed.
  • Advantageous embodiments of the invention are characterized in the subclaims.
  • a low-solvent, low-viscosity binder for a polyurethane coating composition containing high volume inorganic fillers and having a long dripping time comprises the features of claim 1.
  • the cause is the formation of a chelate complex of formula II a below, which reversibly arises from the titanium compound of the formula I and the volatile compound of the formula II which functions as a bidentate ligand.
  • the inorganic filler in the polyurethane coating composition according to the invention is a flake-form or lamellar pigment. Coatings with exclusively platelet-shaped pigments have increased resistance to mechanical stress and cause increased corrosion protection of the coated substrate (eg in the case of metal surfaces). Although there is a general tendency that due to the swarm structure of the suspended particles the course of the coating agent is poor and different depending on the geometry of the substrate to be coated. However, this tendency is advantageously prevented by the invention.
  • the volatile compound of formula II is advantageously part of component A and / or component B, so that only the three components A and B and C must be mixed together before applying the coating composition.
  • the volatile compound of the formula II must not be part of the component C since such a mixture has not been found to be stable on storage and the titanium compound of the formula I is decomposed by the volatile compound of the formula II, which is manifested by the precipitation of sparingly soluble titanium compounds.
  • Component A may further contain additives and solvents as are common in the paint industry.
  • Component A of the coating composition contains platelet and lamellar pigments of metals, e.g. Aluminum and zinc.
  • the platelet-shaped pigments may also be non-metallic and consist for example of glass or aluminum oxide or of graphite, whereby an increased chemical resistance of the coating is achieved.
  • the polyhydroxyl compound of component A consists of the reaction product of bisphenol A of formula III with propylene oxide as a low molecular weight diol having predominantly secondary hydroxyl groups.
  • the presence of predominantly secondary hydroxyl groups prolongs the pot life of the coating.
  • the polyhydroxyl compound of the reaction component A consists of the reaction product of bisphenol A of the formula III with epichlorohydrin in alkaline medium as a polyol with predominantly secondary hydroxyl groups and additional epoxide groups.
  • the additional epoxy groups cause better wetting and adhesion of the coating when applied to the substrate.
  • This liquid substance is known as technical polymeric diphenylmethane diisocyanate. (PMDI) and has the CAS number 9016-87-9. This type of polymeric isocyanates cause hardening and cross-linking of the coating even at low temperatures in the application.
  • PMDI technical polymeric diphenylmethane diisocyanate
  • the titanium compound of the formula I; Ti (OR) x (OCOR1) y has the structure according to formula V.
  • Tris Isooctadecanoato-O -
  • CAS number 61417-49-0 This corresponds to the chemical name Tris (Isooctadecanoato-O -) (propan-2-olato) titanium and the CAS number 61417-49-0.
  • This type of titanium compound has a high reaction accelerating effect as the isocyanate hydroxyl catalyst combined with very good interfacial efficiency due to the long, nonpolar hydrocarbon chain of isostearic acid.
  • Component C advantageously has 1-10% by volume of the titanium compound of formula I dissolved in a volatile hydrocarbon. It is further preferred that the volatile hydrocarbon is an aromatic having 7-9 carbon atoms.
  • the volatile compound of the formula II has the structure according to formula VI:
  • An embodiment of the method is characterized in that components A and C are first mixed together, and then component B is added to the mixture of components A and C. After brief stirring of the coating agent results in a particularly advantageous manner, a good flowing mass free of irregularities.
  • Reaction Component A 70 parts by weight of bisphenol A Propylene oxide diol having an OH number of 285 are dissolved in 25 parts by weight of xylene. In this solution containing free hydroxyl groups, 85 parts by weight of finely ground, platy zinc and 40 parts by weight of finely ground, flaky aluminum are suspended with stirring.
  • Reactant Component B 80 parts by weight of polymeric diphenylmethane diisocyanate of Formula IV containing 31 weight percent reactive isocyanate groups are mixed with 20 weight parts of 3-methoxy-1-butyl acetate (Formula VI).
  • Liquid diluent and catalyst component C 1 mol of isopropyl titanate, CAS number 546-68-9, with 3 moles of isostearic acid, CAS number 30399-84-9, was stirred for 3 days at 60 ° C under a nitrogen atmosphere.
  • Reaction Component A 20 parts by weight of Reaction Component A were thoroughly mixed immediately prior to use with 1 part by weight of Liquid Flow Agent and Catalyst Component. To this premix are then added as many parts by weight of reaction component B with stirring that the ready prepared coating composition contains 1.25 moles of isocyanate groups per mole of free hydroxyl group.
  • Reaction Component A 70 parts by weight of bisphenol A Propylene oxide diol having an OH number of 285 are dissolved in 25 parts by weight of xylene. In this solution containing free hydroxyl groups are 85 parts by weight of finely ground, platelet-shaped zinc and 40 parts by weight of finely ground, flaky aluminum are suspended with stirring.
  • Reactant Component B 80 parts by weight of polymeric diphenylmethane diisocyanate of the formula IV having a content of reactive isocyanate groups of 31 percent by weight are mixed with 20 parts by weight of 3-methoxy-1-butyl acetate.
  • Liquid flow agent and catalyst component C 1 part by volume of liquid tris (isooctadecanoato-O -) (propan-2-olato) titanium are dissolved in 99 parts by volume of xylene.
  • Reaction Component A 20 parts by weight of Reaction Component A were thoroughly mixed immediately prior to use with 1 part by weight of Liquid Flow Agent and Catalyst Component. As many parts by weight of reaction component B are then added with stirring to this premix that the finished coating composition contains 2 moles of isocyanate groups per mole of free hydroxyl group.
  • Reaction Component A 70 parts by weight of bisphenol A propylene oxide diol having an OH number of 285 are dissolved in 10 parts by weight of xylene and 15 parts by weight of 3-methoxy-1-butyl acetate. 85 parts by weight of finely ground, platelet-shaped zinc and 40 parts by weight of finely ground, flaky aluminum are suspended in this solution containing free hydroxyl groups with stirring.
  • Reaction Component B 80 parts by weight of polymeric diphenylmethane diisocyanate of the formula IV having a content of reactive isocyanate groups of 31 percent by weight are mixed with 20 parts by weight of xylene.
  • Liquid flow agent and catalyst component C 1 part by volume of liquid tris (isooctadecanoato-O -) (propan-2-olato) titanium are dissolved in 99 parts by volume of xylene.
  • Reaction Component A 20 parts by weight of Reaction Component A were thoroughly mixed immediately prior to use with 1 part by weight of Liquid Flow Agent and Catalyst Component. To this premix are then added as many parts by weight of reaction component B with stirring that the ready prepared coating composition contains 1.25 moles of isocyanate groups per mole of free hydroxyl group.
  • Reactant Component A 50 parts by weight of bisphenol A epichlorohydrin condensate having an epoxide equivalent weight of 480 are dissolved in 50 parts by weight of 2-nitropropane. In this solution, which also contains free hydroxyl groups in addition to epoxide groups, 30 parts by weight of finely ground, flaky glass flakes are suspended with stirring.
  • Reactant Component B 80 parts by weight of polymeric diphenylmethane diisocyanate of the formula IV having a content of reactive isocyanate groups of 31 percent by weight are mixed with 20 parts by weight of 3-methoxy-1-butyl acetate.
  • Liquid flow agent and catalyst component C 1 part by volume of liquid tris (isooctadecanoato-O -) (propan-2-olato) titanium are dissolved in 99 parts by volume of xylene.
  • Reaction Component A 20 parts by weight of Reaction Component A were thoroughly mixed immediately prior to use with 1 part by weight of Liquid Flow Agent and Catalyst Component. As many parts by weight of reaction component B are then added with stirring to this premix that the finished coating composition contains 2 moles of isocyanate groups per mole of free hydroxyl group.
  • Example 1 Coatings in the proportions by weight and proportions according to Example 1 were applied with the only difference that the 3-methoxy-1-butyl acetate in the reaction component B was replaced by other volatiles.
  • the components thus obtained were mixed and applied by roller to a steel plate mounted horizontally outdoors at 14 degrees Celsius, and the progress of the coating agent was evaluated according to the rating scale shown in Example 1: The results are shown in Table I below Example no Volatile compound in Raetechnischskomponente B course number Pot life (hours) Hand drying time (hours) 1 3-Methox-butyl-1 1 to 2 4 2 5 n-Butyl acetate 3 2 2 6 2-methoxy-1-ethyl acetate 3 to 4 2 2 7 2-methoxy-1-propyl 4 2 3 8th xylene 4 1 2
  • examples 1 to 4 according to the invention provide polyurethane coating compositions with exclusively platelet-shaped pigments, which have the advantageous combination of long pot life, short drying time and good flowability when applied to horizontally flat surfaces.
  • reaction component A For use, to reaction component A, as many parts by weight of reaction component B were added with stirring that the ready-prepared coating composition contains 1.25 mol of isocyanate groups per mole of free hydroxyl group.
  • the liquid, dark, homogeneous reaction product was largely freed at 60 ° C under vacuum and passing nitrogen of the liberated Isopropylakohol and provided 1 mole of technically pure bis (Isooctadecanoato-O -) (propan-2-olato) titanium IV p-aminobenzoate with the CAS number 98299-77-5.
  • Reaction Component A 70 parts by weight of bisphenol A propylene oxide Diol having an OH number of 285 are dissolved in 25 parts by weight of xylene. In this solution containing free hydroxyl groups, 85 parts by weight of finely ground, platy zinc and 40 parts by weight of finely ground, flaky aluminum are suspended with stirring.
  • Reaction Component B 80 parts by weight of polymeric diphenylmethane diisocyanate of the formula IV having a content of reactive isocyanate groups of 31 percent by weight are mixed with 20 parts by weight of 3-methoxy-1-butyl acetate.
  • Reaction Component A 20 parts by weight of Reaction Component A were thoroughly mixed immediately prior to use with 1 part by weight of Liquid Flow Agent and Catalyst Component. To this premix are then added as many parts by weight of reaction component B with stirring that the ready prepared coating composition contains 1.25 moles of isocyanate groups per mole of free hydroxyl group.
  • Reaction Component A 70 parts by weight of bisphenol A Propylene oxide diol having an OH number of 285 are dissolved in 25 parts by weight of xylene. 85 parts by weight of finely ground, platelet-shaped zinc and 40 parts by weight of finely ground, platelet-shaped aluminum are suspended in this solution containing free hydroxyl groups with stirring. Subsequently, 20 parts by weight of a solution of 1 volume of tris (isooctadecanoato-O-) (propan-2-olato) titanium, Formula V, in 99 volumes of xylene was added to the resulting pigment suspension with continued stirring. Before use, Reaction Component A was stored at room temperature for one month.
  • Reactant Component B 80 parts by weight of polymeric diphenylmethane diisocyanate of Formula IV containing 31 weight percent reactive isocyanate groups are mixed with 20 weight parts of 3-methoxy-1-butyl acetate, Formula VI.
  • reaction component A For use, to reaction component A, as many parts by weight of reaction component B were added with stirring that the ready-prepared coating composition contains 1.25 moles of isocyanate groups per mole of free hydroxyl group.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Polyurethanes Or Polyureas (AREA)
  • Paints Or Removers (AREA)

Claims (16)

  1. Ensemble de composants pour la production d'un agent de revêtement polyuréthane pouvant être durci par une réaction chimique d'isocyanate, comprenant au moins :
    A) un composant réactif liquide A contenant le composé polyhydroxylique du liant polyuréthane,
    B) un composant réactif liquide B contenant le polyisocyanate pour la réticulation du composé polyhydroxylique,
    une matière de remplissage anorganique étant contenue dans le composant A ou B et les composants réactif A ou B contenant un composé volatil de la formule II
    Figure imgb0021
     où R2, R3, R4 signifie le méthyle ou le résidu d'éthyle, ainsi qu'un
    C) composant C préparé séparément en tant que catalyseur et solvant contenant un composé de titane de la formule I

            Ti(OR)x(OCOR1)y     Formule I

    où R = C1 à C8 de résidus d'hydrocarbures ; R1 = C10 à C18 de résidus d'hydrocarbures ; x = 1 ou 2 ; y = 2 ou 3 ; x + y = 4.
  2. Ensemble de composants selon la revendication 1, caractérisé en ce que en ce que la charge anorganique comprend un pigment sous forme de film ou de lamelle.
  3. Ensemble de composants selon la revendication 1, caractérisé en ce que la teneur pondérale en composé de titane de la formule II dans le revêtement liquide et prêt à l'application est comprise entre 200 et 5000 ppm.
  4. Ensemble de composants selon la revendication 1, caractérisé en ce que la teneur pondérale en composé de titane de la formule II dans le revêtement liquide et prêt à l'application est comprise entre 3 et 10 % en volume.
  5. Ensemble de composants selon la revendication 1, caractérisé en ce que le composant A contient des pigments sous forme de film et de lamelles composés de métaux, idéalement d'aluminium et de zinc.
  6. Ensemble de composants selon la revendication 1, caractérisé en ce que les pigments sous forme de film sont composés d'un matériau non métallique, préférablement en vitre, en oxyde d'aluminium ou en graphite.
  7. Ensemble de composants d'agent de revêtement polyuréthane selon la revendication 1, caractérisé en ce que le composé polyhydroxylique du composant A est composé du produit de la réaction du bisphénol A de la formule III
    Figure imgb0022
     avec de l'oxyde de propylène en tant que diol de faible poids moléculaire avec des groupes hydroxylique essentiellement secondaires.
  8. Ensemble de composants selon la revendication 1, caractérisé en ce que le composé polyhydroxylique du composant réactif A est composé du produit de la réaction du bisphénol A de la formule III
    Figure imgb0023
     avec de l'épichlorhydrine en milieu alcalin en tant que polyol avec des groupes hydroxyliques essentiellement secondaires et des groupes époxydes supplémentaires.
  9. Ensemble de composants selon la revendication 1, caractérisé en ce que le composé polyisocyanate des composants réactifs B présente une structure selon la formule IV suivante
    Figure imgb0024
     où n = 0 à 3.
  10. Ensemble de composants selon la revendication 1, caractérisé en ce que le composé de titane de la formule I est du tris(isooctadecanoat-O(propano-2-olato)titane avec la structure selon la formule V
    Figure imgb0025
  11. Ensemble de composants selon la revendication 1, caractérisé en ce que le composant C présente 1 à 10 % en volume du composé de titane de la formule I dissous dans un hydrocarbure volatil.
  12. Ensemble de composants selon la revendication 1, caractérisé en ce que l'hydrocarbure volatil est une combinaison aromatique avec entre 7 et 9 atomes de carbone.
  13. Ensemble de composants selon la revendication 1, caractérisé en ce que le composé volatil de la formule II est du 3-méthoxy-acétate de 1-butyle avec la structure selon la formule VI
    Figure imgb0026
  14. Procédé de production d'un agent de revêtement polyuréthane pouvant être durci par une réaction chimique d'isocyanate, comprenant les étapes suivantes :
    A) Préparation d'un composant réactif liquide A contenant le composé polyhydroxylique du liant polyuréthane,
    B) Préparation d'un composant réactif liquide B contenant le polyisocyanate pour la réticulation du composé polyhydroxylique, un pigment sous forme de film ou de lamelle étant contenu dans le composant A ou B et les composants réactifs A ou B contenant un composé volatil de la formule II
    Figure imgb0027
     où R2, R3, R4 signifie le méthyle ou le résidu d'éthyle, ainsi qu'un
    C) Préparation en tant que composant C catalyseur et solvant d'un composé de titane de la formule I

            Ti(OR)x(OCOR1)y     formule I

    où R = C1 à C8 de résidus d'hydrocarbures ; R1 = C10 à C18 de résidus d'hydrocarbures ; x = 1 ou 2 ; y = 2 ou 3 ; x + y = 4, et
    Mélange des composants A) et C) immédiatement avant l'utilisation de l'agent de revêtement.
  15. Procédé selon la revendication 14, caractérisé en ce que les composants A et C sont d'abord mélangés ensemble, et qu'ensuite le composant B est ajouté au mélange des composants A et C.
  16. Utilisation d'un ensemble de composants selon l'une des revendications 1 à 13 pour la production d'un agent de revêtement polyuréthane pouvant être durci par une réaction chimique d'isocyanate.
EP10734678.5A 2010-07-05 2010-07-05 Agent de revêtement polyuréthane Not-in-force EP2591032B1 (fr)

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Application Number Priority Date Filing Date Title
PCT/EP2010/003988 WO2012003843A1 (fr) 2010-07-05 2010-07-05 Agent de revêtement polyuréthane

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EP2591032A1 EP2591032A1 (fr) 2013-05-15
EP2591032B1 true EP2591032B1 (fr) 2015-06-10

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US9920206B2 (en) * 2013-03-14 2018-03-20 The Sherwin-Williams Company Soft-feel coatings

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JPS6071625A (ja) 1983-09-28 1985-04-23 Nippon Soda Co Ltd 無機物充填ポリウレタン系樹脂の製造方法
US5180773A (en) * 1990-01-20 1993-01-19 Synthopol Chemie Dr. Rer. Pol. Koch Gmbh & Co., Kg Copolymerizate solutions based on addition products of α,β-unsaturated carboxylic acids with glycidyl esters and of α,β-unsaturated monomers which can be copolymerized with them
DE102005028785A1 (de) * 2005-06-22 2006-12-28 Bayer Materialscience Ag Polyurethanelastomere, Verfahren zu ihrer Herstellung und ihre Verwendung
WO2010057824A1 (fr) * 2008-11-21 2010-05-27 Basf Se Oxo- complexe de métal utilisé comme catalyseur pour durcir des polyurétannes

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US9266992B2 (en) 2016-02-23
EP2591032A1 (fr) 2013-05-15
WO2012003843A1 (fr) 2012-01-12
US20130123425A1 (en) 2013-05-16

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